HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → HCID 68293606, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-Methyl-1-naphthaleneboronic acid | HCID 2773511 | — |
| Reactant | HCID 68293620 | HCID 68293620 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | HCID 68293606 | HCID 68293606 | 91% |
Reaction Steps
A round-bottomed flask was charged with 5-(4-chlorobenzyl)-4-iodothiophene-2-carbonitrile (180 mg, 0.50 mmol), 4-methylnaphthalen-1-ylboronic acid (102 mg, 0.55 mmol), Pd2(dba)3 (9.2 mg, 0.010 mmol) and KF (126 mg, 2.17). After degassed, dioxane (2.0 mL) and P(Bu-t)3 (0.15 mL, 0.2M, 0.03 mmol) was added. The reaction mixture was stirred at rt until complete. 20 mL of water was added, and the reaction mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulphate and then concentrated. The residue was purified by flash chromatography (5% ethyl acetate in hexane). 0.17 g (91%) of product was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09012655B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-448f40b3a311422dbcba69140e35e412 |
| Source note | uspto-grants-2015_04 |